Title: Woolford Vacation Packages & Trips 2026 from CA $1,043 | Expedia.ca [Woolford Travel Guide](https://expedia.ca/Woolford.dx553248635975865928)[Hotels in Woolford](https://expedia.ca/Woolford-Hotels.d553248635975865928.Travel-Guide-Hotels)[Vacation Rentals in Woolford](https://expedia.ca/Woolford-Vacation-Rentals.d553248635975865928.Travel-Guide-VacationRentals)[Woolford Car Rentals](https://expedia.ca/Car-Rentals-In-Woolford.d553248635975865928.Car-Rental-Guide) ![](https://images.trvl-media.com/place/553248635975865928/dbd6d7b0-c9d1-4118-b96f-516a26296cfd.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Woolford Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place #### Your Woolford Vacation Say bye-bye to the stress of planning and hello to a Woolford vacation package. With the finer details organized before you go, you can focus on discovering every inch of this city, starting with Downtown Cambridge, which is good for bars and pubs, culture and cafes. In the mood for a bit of sightseeing? A trip to Woolford wouldn't be complete without checking out [Harriet Tubman Underground Railroad National Historical Park](https://www.expedia.ca/Harriet-Tubman-Underground-Railroad-National-Historical-Park-Maryland.d553248633992438829.Vacation-Attraction), [Spocott Windmill](https://www.expedia.ca/Spocott-Windmill-Cambridge.d553248621532662092.Vacation-Attraction) and other major attractions. Your ideal Woolford vacation is just clicks away. Search flights, hotels and more on Expedia for a getaway that's tailored just for you. ## Top Woolford Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Americana Motor Inn](https://images.trvl-media.com/lodging/19000000/18140000/18132800/18132755/1ee169ad_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Americana Motor Inn Downtown Ocean City CA $1,043 per person Jun 19 - Jun 21 found 1 day ago Roundtrip non-stop flight included Ottawa (YOW) to Salisbury (SBY) 8.4/10 Very Good! (887 reviews) Rooms were clean, best location and very reasonable price. Reviewed on Oct 22, 2025 ![Princess Royale Oceanfront Resort](https://images.trvl-media.com/lodging/1000000/30000/22000/21981/29eaf7d7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Princess Royale Oceanfront Resort North Ocean City CA $1,293 per person Jun 19 - Jun 21 found 1 day ago Roundtrip non-stop flight included Ottawa (YOW) to Salisbury (SBY) 8.8/10 Excellent! (2,364 reviews) Kids loved the pool. Room was excellent! Front desk staff was above & beyond & super friendly! The only thing I could ask for is a broom, I’m one that still cleans up on vacation & a broom would’ve been excellent to have! Also more trash bags. Reviewed on Apr 7, 2026 ![Comfort Inn Gold Coast](https://images.trvl-media.com/lodging/1000000/10000/5700/5604/aa6bbcbf_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Comfort Inn Gold Coast North Ocean City CA $1,103 per person Jun 19 - Jun 21 found 1 day ago Roundtrip non-stop flight included Ottawa (YOW) to Salisbury (SBY) 8.4/10 Very Good! (1,002 reviews) Great staff..... less than average property. This was a long weekend away for two adults. This was a nice place-ish. The staff were great, especially Tim the maintenence man and the front desk staff. It was un-nerving that the ENTIRE floor smelled like weed for the first 3 days we were there. And nothing was done about it. If i smoked a cigarette there we would have been charged incidentles. We did report this but nothing was done. The smell was sickening! There is no breakfast, but they do have coffee in the morning. The pool is nice, cold, but nice. Again. With the clientele there it was so messy it was not enjoyable. Fortunately after the weekend, we were able to enjoy the pool. The shower had NO water pressure. Took at least 45 mins to completely shower. Our air conditioner broke and we were promptly given a new room, which we had to move all our stuff but were eventualy comfortable. Over all the stay was ok but its an old property not maintained or goverend well. I would not stay there again for more than a night or two. The owners should really invest more in the property and their staff. Reviewed on Apr 7, 2026 ![Comfort Inn Ocean City Boardwalk](https://images.trvl-media.com/lodging/1000000/580000/570300/570278/765f331a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Comfort Inn Ocean City Boardwalk Downtown Ocean City CA $1,331 per person Jun 19 - Jun 21 found 1 day ago Roundtrip non-stop flight included Ottawa (YOW) to Salisbury (SBY) 9/10 Wonderful! (1,006 reviews) Everything is always good here that’s why we keep coming back. Reviewed on Apr 6, 2026 ![Commander Hotel & Suites](https://images.trvl-media.com/lodging/10000000/9720000/9713100/9713072/cfe370ab_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Commander Hotel & Suites Downtown Ocean City CA $1,289 per person Jun 19 - Jun 21 found 1 day ago Roundtrip non-stop flight included Ottawa (YOW) to Salisbury (SBY) 8.8/10 Excellent! (1,003 reviews) The best part was the beachfront view!! The place needs updating really bad. There was a really bad stain on the sofa, and hair on the bed sheets. The ceiling was atrocious. Also, I would move the beds near the balcony door. The balcony was filthy as well. It is a pet friendly property. You couldn't tell that pets are allowed. Not sure I would go back. Reviewed on Apr 5, 2026 ## Ready to book your vacation to Woolford? Choose your dates ## Woolford Hotel Deals ![The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks](https://images.trvl-media.com/lodging/96000000/95860000/95854100/95854099/60be688f_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks Woolford MD 9.6/10 Exceptional! (28 reviews) The house was spacious and comfortable, a great fit for our work trip. Reviewed on Mar 2, 2026 [Get rates](https://expedia.ca/Hotel-Search?startDate=22%2F04%2F2026&endDate=23%2F04%2F2026&selected=95854099&PinnedHotelID=95854099&HadPinnedHotel=true®ionId=553248635975865928) [](https://expedia.ca/Hotel-Search?startDate=22%2F04%2F2026&endDate=23%2F04%2F2026&selected=95854099&PinnedHotelID=95854099&HadPinnedHotel=true®ionId=553248635975865928) ![Hyatt Regency Chesapeake Bay](https://images.trvl-media.com/lodging/1000000/900000/890500/890486/6000a351_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hyatt Regency Chesapeake Bay 100 Heron Blvd Cambridge MD Fully refundableReserve now, pay when you stay CA $305 CA $412 total Apr 20 - Apr 21 includes taxes & fees 8.8/10 Excellent! (1,001 reviews) Had a great time will be back soon Reviewed on Apr 6, 2026 [](https://expedia.ca/Hotel-Search?startDate=20%2F04%2F2026&endDate=21%2F04%2F2026&selected=890486&PinnedHotelID=890486&HadPinnedHotel=true®ionId=553248635975865928) ![Inn at Perry Cabin](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/12b2f8fd_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Inn at Perry Cabin 308 Watkins Ln St. Michaels MD CA $792 CA $871 total Apr 23 - Apr 24 includes taxes & fees 9.6/10 Exceptional! (379 reviews) Disappointing. The hotel is lovely but the staff are in training mode and don’t get things quite right. They didn’t tell us there was an Easter brunch so we missed breakfast on Sunday as they had booked out the dining room and everything in town was already full. The food was nice but relatively ... Reviewed on Apr 5, 2026 [](https://expedia.ca/Hotel-Search?startDate=23%2F04%2F2026&endDate=24%2F04%2F2026&selected=14576&PinnedHotelID=14576&HadPinnedHotel=true®ionId=553248635975865928) [See all 526 properties in Woolford](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=09%2F04%2F2026&endDate=10%2F04%2F2026®ionId=553248635975865928) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. 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